Month: May 2021

Electric Literature of 627-27-0, Adding some certain compound to certain chemical reactions, such as: 627-27-0, name is But-3-en-1-ol,molecular formula is C4H8O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 627-27-0.

PPh3 (95.5 g), phthalimide (56.1 g) and 3 -Buten-l-ol (25.0 g) were suspended in dry THF (250 mL) and cooled to 0 C. Diisopropyl azodicarboxylate (75.1 mL) was then added dropwise over a period of 20 min. The resulting mixture was stirred at 0 C for 30min and then at r.t. over night. Control by LC/MS showed product. THF was removed in vacuo as far as possible. The oily residue was diluted with PE/EtOAc = 9:1 (400 mL) and stirred vigourously until a precipitate occured. The precipitated OPPh3 was filtered off and washed extensively with PE/EtOAc = 9:1. The combined filtrates were filtered through a patch of SiO 2 and then evaporated. The residue was diluted with PE (200 mL), mixed vigourously and placed in an icebath. The precipitated product was then filtered off and washed with PE to afford the product in sufficent purity as pale yellow solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 627-27-0, But-3-en-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OMEICOS THERAPEUTICS GMBH; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; MAX DELBRUeCK-CENTRUM FUeR MOLEKULARE MEDIZIN; FISCHER, Robert; KONKEL, Anne; WESSER, Tim; WESTPHAL, Philipp; SCHUNK, Wolf-Hagen; WESTPHAL, Christina; FALCK, John Russel; (121 pag.)WO2017/13265; (2017); A1;,
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Related Products of 756520-66-8, Adding some certain compound to certain chemical reactions, such as: 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol,molecular formula is C8H7Cl2FO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 756520-66-8.

General procedure: A CH3CN solution of alcohol (1 mmol), ZnBr2 (45 mg, 0.2 mmol), and chloramine-T (282 mg, 1 mmol) was placed in a three necked flask with a reflux condenser. After the mixture was stirred under reflux for 1.5-5 h. After cooling to room temperature, the solution was quenched by adding water and the resulting mixture was extracted with AcOEt. Removal of the solvent under reduced pressure gave the crude product, which was purified by column chromatography on silica gel to give the corresponding carbonyls.

According to the analysis of related databases, 756520-66-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Peng; Cai, Jin; Yang, Jiabin; Sun, Chunlong; Li, Lushen; Hu, Huayou; Ji, Min; Tetrahedron Letters; vol. 54; 6; (2013); p. 533 – 535;,
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Adding a certain compound to certain chemical reactions, such as: 75476-86-7, 6-Bromo-2,3-dihydro-1H-inden-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, SDS of cas: 75476-86-7, blongs to alcohols-buliding-blocks compound. SDS of cas: 75476-86-7

Example 10-A. (±)-Methyl 2-(2-((6-bromo-2,3-dihydro-1 H-inden-1 -yl)oxy)phenyl)acetate DIAD (1 .165 mL, 5.99 mmol) was added dropwise to a solution of PPh3 (1 .571 g, 5.99 mmol), 6-bromo-2,3-dihydro-1 H-inden-1 -ol (CAS 75476-86-7) (1 .1 1 g, 5.21 mmol) and methyl 2-(2-hydroxyphenyl)acetate (0.996 g, 5.99 mmol) in THF (1 5 mL) at 0 C. The reaction mixture was allowed to stir for 15 minutes at 0 C and then warmed to room temperature. The reaction mixture was stirred at room temperature overnight, partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc . The combined organics were washed with brine, dried (Na2S04) and concentrated. The residue was purified by silica gel chromatography (30% EtOAc- heptane) tor provide the title compound. MS (ESI ) m/z 359.0, 361 .0 (M-H)~.

The synthetic route of 75476-86-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BELANGER, David; FLOHR, Stefanie; GELIN, Christine Fang; JENDZA, Keith; JI, Nan; KARKI, Rajeshri Ganesh; LIU, Donglei; LORTHIOIS, Edwige Liliane Jeanne; MAINOLFI, Nello; POWERS, James J.; VULPETTI, Anna; (100 pag.)WO2016/88082; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 115-20-8, Trichloroethanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Formula: C2H3Cl3O, blongs to alcohols-buliding-blocks compound. Formula: C2H3Cl3O

4.2.2.14 3,17beta-dimethoxy-17alpha-[2′,2′,2′-trichloroethyl-1′-N-tosylacetimidate]estra-1,3,5(10)-triene (4w) The general procedure was followed using 3,17beta-dimethoxy-17alpha-ethynyl-estra-1,3,5(10)-triene 1f and 2,2,2-trichloroethanol 3l, affording compound 4w (76 mg, 59%) as a white solid, mp 68-70 C, [alpha]D26 = +24 (? 0.98, CHCl3).

The synthetic route of 115-20-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Volkova, Yulia A.; Kozlov, Andrey S.; Kolokolova, Marya K.; Uvarov, Denis Y.; Gorbatov, Sergey A.; Andreeva, Olga E.; Scherbakov, Alexander M.; Zavarzin, Igor V.; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 694 – 706;,
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Synthetic Route of 57641-66-4 , The common heterocyclic compound, 57641-66-4, name is 2-(2-Bromoethoxy)ethanol, molecular formula is C4H9BrO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of 2-(2-bromoethoxy)ethanol (2.4 g) and teri-butyldimethylchlorosilane (2.4 g) in NN-dimethyl formamide (14.3 mL) was added NN-diisopropylethylamine (6.2 mL), and the reaction was allowed to stir for 6 hours. The reaction was diluted with ethyl acetate, water and brine. The aqueous layer was extracted with ethyl acetate three times. The combined organic layers were washed with water then brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by normal phase MPLC on a Teledyne Isco CombiFlash Rf+ 80 g gold silica gel column eluting with 0-15% ethyl acetate in heptanes to give the title compound. NMR (500 MHz, CDC13) delta ppm 3.84-3.80 (m, 2H), 3.79-3.75 (m, 2H), 3.60-3.56 (m, 2H), 3.48-3.43 (m, 2H), 0.90 (s, 9H), 0.07 (s, 6H).

The synthetic route of 57641-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ABBVIE DEUTSCHLAND GMBH & CO. KG; BRAJE, Wilfried; DOHERTY, George; JANTOS, Katja; JI, Cheng; JUDD, Andrew; KUNZER, Aaron; MASTRACCHIO, Anthony; SONG, Xiaohong; SOUERS, Andrew; SULLIVAN, Gerard; TAO, Zhi-Fu; LAI, Chunqui; KLING, Andreas; POHLKI, Frauke; TESKE, Jessc; WENDT, Michael; BRADY, Patrick; WANG, Xilu; PENNING, Thomas; MICHAELIDES, Michael; (448 pag.)WO2019/35927; (2019); A1;,
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Reference of 2077-19-2 , The common heterocyclic compound, 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

[0001247] A mixture of 2-(4-bromophenyl)propan-2-ol (34 mg, 0.15 mmol), Compound 356A (75 mg, 0.15 mmol), [l, -bis(diphenylphosphino)ferrocene]dichloropalladium(II) (7 mg, 8.2 muiotaetaomicron), sodium carbonate (44 mg, 0.30 mmol), water (0.5 mL), and 1,4-dioxane (5 mL) was stirred under nitrogen atmosphere at 80 C for 2 h. After cooling, the reaction mixture was treated with water (5 mL), extracted with ethyl acetate (10 mL x 3), washed with brine (5 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified with prep-HPLC. The solution was adjusted to pH = 8.0 with sodium bicarbonate solution, extracted with ethyl acetate (50 mL x 2), dried over anhydrous sodium sulfate, filtered, and concentrated to furnish Compound 356. LC-MS (ESI) m/z: 563 [M+H]+; 1H-NMR (CDCI3, 400 MHz): delta (ppm) 1.42-1.75 (m, 6H), 1.79-1.86 (m, 4H), 2.74-2.81 (m, 4H), 2.96-3.04 (m, 2H), 4.24-4.31 (m, 6H), 5.05 (d, J= 2.4 Hz, 1H), 6.70-6.76 (m, 2H), 7.39 (d, J= 8.8 Hz, 1H), 7.75-7.64 (m, 5H), 7.68 (d, J= 9.2 Hz, 2H), 8.31 (d, J= 8.8 Hz, 2H).

The synthetic route of 2077-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
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Electric Literature of 454-91-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 454-91-1, name is 1-[3-(Trifluoromethyl)phenyl]ethanol. This compound has unique chemical properties. The synthetic route is as follows.

4-(2-Fluorophenyl)-2-methyl-2H-pyrazol-3-amine (150 mg, 0.78 mmol) and triphosgene (303 mg, 1.02 mmol) were dissolved in dichloromethane (3 mL). Toluene (8 mL) was added and the mixture was sealed. The mixture was stirred in an ice bath and TEA (0.9 mL, 8.0 eq) was added. The mixture was stirred at 85 C for 20 minutes and l-(3-(trifluoromethyl)-phenyl)ethanol (194 mg, 1.02 mmol) in toluene (2 mL) was added. The mixture was stirred at 90 C for 2 fir. Solvents were evaporated and the residue was extracted with ethyl acetate and water. The organic layer was washed with brine and dried. Solvents were evaporated and the residue was purified by ISCO flash column chromatography (0% to 60% ethyl acetate in hexanes) to give [4-(2-fluoro- phenyl)-2-methyl-2H-pyrazol-3-yl]-carbamic acid l-(3-trifluoromethyl-phenyl)-ethyl ester as a pale yellow waxy material (226 mg, 70.7% yield). 1H-NMR (400 MHz, DMSO-de) delta ppm 1.11- 1.29 (m, 0.6H), 1.55 (br d, J=5.81 Hz, 2.4H), 3.65 (s, 3H), 5.73-5.85 (m, 1H), 7.06-7.24 (m, 2H), 7.25-7.52 (m, 3H), 7.56-7.82 (m, 4H), 9.29 (br s, 0.2H), 9.66 (s, 0.8H); LC/MS calcd for C2oHi7F4N302 (m/e) 407.0, obsd 408.0 (M+H, ES+)..

According to the analysis of related databases, 454-91-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GABRIEL, Stephen Deems; HAMILTON, Matthew Michael; QIAN, Yimin; SIDDURI, Achyutharao; WO2013/189862; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 928-51-8, 4-Chlorobutan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 928-51-8, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

To the reaction vessel, 5.00 g of 4-chlorobutanol,0.58 g of pyridinium p-toluenesulfonate,50 mL of dichloromethane was added.4.65 g of 3,4-dihydro-2H-pyran was added dropwise while cooling with ice.After stirring, it was washed with sodium bicarbonate water and brine.Purification by column chromatography gave 7.99 g of a compound represented by the formula (I-7-1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,928-51-8, its application will become more common.

Reference:
Patent; DIC CORPORATION; HORIGUCHI, MASAHIRO; KUSUMOTO, TETSUO; (71 pag.)JP2015/205843; (2015); A;,
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Related Products of 62058-03-1 ,Some common heterocyclic compound, 62058-03-1, molecular formula is C10H17NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of Compound 29(102mg) in methylene chloride(2ml) were added hydroxy adamantanamine(81mg), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride(82mg), 1-hydroxybenzotriazole(14mg) and triethylamine(115mul), then the resulting solution was stirred at room temperature for 13hrs. After termination of the reaction, the solution was acidified with 2N HCl aqueous soln. and extracted with methylene chloride. The organic layer was washed with sat. sodium hydrogencarbonate soln. and brine successively, and dried with sodium sulfate. The residue was purified by silicagel columnchromatography to afford Compound C-202(123mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62058-03-1, its application will become more common.

Reference:
Patent; Shionogi & Co., Ltd.; EP1953145; (2008); A1;,
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Related Products of 3973-18-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3973-18-0, name is Propynol ethoxylate, molecular formula is C5H8O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a 0.30mL of a solution of azide 14 (23mM in tBuOH-H2O (2: 1)) in an eppendorf, 0.10mL of a solution of the corresponding alkyne (a-s) (83mM in tBuOH) was added followed by 25muL of an aqueous solution of sodium ascorbate (30mM) and 25muL of an aqueous solution of CuSO4 (9.4mM). The final concentration of the azide 14 in each eppendorf was 15mM. The resulting mixtures were shaken at room temperature for 24h and monitored for completion by TLC and ESI-MS (see Supplementary data for mass spectra analysis). Then, the reactions were diluted with water to the desired concentration and placed in a 96-well microtiter plate in order to perform the enzymatic assays. In the preliminary screening of the resulting crude (pyrrolidin-2-yl)triazoles 14a-s, % of inhibition towards beta-glucosidase from almonds was determined at 10muM of the pyrrolidine-triazole on each well (assuming quantitative conversion in the click reaction).

According to the analysis of related databases, 3973-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Martinez-Bailen, Macarena; Carmona, Ana T.; Moreno-Clavijo, Elena; Robina, Inmaculada; Ide, Daisuke; Kato, Atsushi; Moreno-Vargas, Antonio J.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 532 – 542;,
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